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| U | La Serena | - | Deportes Temuco | 1:0 (1:0) | ||
| R | Deportes Temuco | - | La Serena | 3:1 (1:0, 1:0) d.p. | ||
| U: 08.11.2023 22:00 | R: 15.11.2023 00:30 | Winnaars: Deportes Temuco | ||||
| U | San Luis | - | Antofagasta | 1:1 (0:1) | ||
| R | Antofagasta | - | San Luis | 6:5 (0:0, 1:1) d.p. | ||
| U: 09.11.2023 22:00 | R: 14.11.2023 22:00 | Winnaars: Antofagasta | ||||
| U | Unión San Felipe | - | Santiago Wanderers | 2:1 (0:1) | ||
| R | Santiago Wanderers | - | Unión San Felipe | 2:0 (1:0) | ||
| U: 10.11.2023 23:00 | R: 15.11.2023 23:00 | Winnaars: Santiago Wanderers | ||||
